Synthetic product resembling caoutchouc.



nnrrnn snares earn "an @PPTQE EDUABD MU'NCH, 0F LUDWIGSHAEEN-ON-THE-EHINE, GERMANY, ASSIGNOR T0 BADISCI-IE ANILIN do SODA FABRIK, OE LUDWIGSHhFEN-0N-THE-BHINE, GEE- MANY, A CORPORATION OF BADEN.

SYNTHETIC PRODUCT RESEMBLING CAOUTCHOUG.

reassess. No Drawing.

related to caoutchouc obtained by polymerization of butadiene and homologues thereof often possess undesirable properties, for example they become resinous, melt together on bein stored, and, on being worked up to form s eets, are with difficulty removed from the rollers.

I have now found that these objections can be overcome if the said products resembling ,or related to caoutohouc are heated at a tem perature above 100 centigrade, but below that at which decomposition takes place while avoiding as far as possible the presence of air, and while allowing for the removal of volatile products which may be given oil. I prefer to carry out the heating under reduced pressure, while an indifferent gas can be passed over or through the product. In some cases the simultaneous employment of nitrogen compounds, such for instance as ammonia, methylamin, anilin,

amido acids, glue and albumen, is very advantageous; if these nitrogen vcompounds are gaseous or capable of being vaporized, they can be passed with or without an indifferent gas over theproduct to be treated, or it they are liquid or solid they can be mixed with the synthetic product before the operation is commenced.

When the heating is carried out at ordinary pressure or at a pressure above that of the atmosphere, an indifferent gas or vapor is preferabl passed over or through the mass and, it desired, gaseous or vaporized nitrogen compounds, such for instance as ammonia, methylamin and anilin, can be used in addition to or instead of the indifferent gases, and further the liquid or solid nitrogen compounds, such for instance as amidoacids, glue or albumen, can be mixed with the products resembling or related to caoutchouc, if desired.

During the process according to my inven-.

tion, some alteration of the structure of the compounds takes place. An outward sign of this alteration of structure consists in the Bpecifloatton of Letters Patent.

Patented Sept, 4t, 1991?.

Application filed September 26, 1913. serial No. 791,939.

fact that some of the physical pro erties are altered thus, for instance, the so ubility of the 1n1t1al product in benzene differs from ethat of the final product.

The following examples will serve to illustrate further the nature of my invention and how 1t can be carried into practical edect, but the invention is not confined to these examples.

Example 1.

Place the dry synthetic product obtainable from isoprene according to the specificat on of British Patent No. 17,734/10 in a nickel vessel and heat, in an oil-bath, at a pressure of 40' millimeters, so that the tem- Example 2.

Place the caoutchouc-like substance obtainable according to the specification of British Patent No. 22A5 l/l1 in an enameled vessel connected with a second vessel containing hot ammonium sesqui-carbonate, and heat, gradually, in an oil-bath, to 180? 0., maintaining this temperature for about 5 hours. During the reaction a pressure of from 30 to 40 millimeters should be obtained. The

product obtained is of a light brown color and can be easily worked on warm rollers.

Emample 3.

Mix intimately 20 parts of the substance resembling caoutchouc and obtainable from isoprene with 2 parts of powdered glue and then heat the mixture, under reduced pressure and preferably in a current of nitrogen, for a few hours, at 180 to 200 C. A product is obtained which possesses'properties similar to those of the product obtained according to Example 1.

Ewample 4.

Place the caoutchouc like substance freshly obtained from isoprene in a suitable vowel and reduce the (pressure to about 20 millimeters. Then gra ually heat, in an oilbath, to from 180 to 200 0., while maintaining the reduced pressure. After about 6 hours the caoutchouc-like substance, which was previously sticky, is found to be converted into a product which remains dry on being stored and which can be easily worked.

Emample 5.

1 Place in a vessel the polymerized product obtainable by heating 100 parts of isoprene with 3 parts of carvene ozonid, at 100'C.,

for about 14 days, and then, at slightly reduced pressure, pass a current of nitrogen through the vessel, and heat, in an oil-bath, to about 100 0:, whereupon any unaltered isoprene distils ofi. Ammonia is. then passed through the vessel, while reducing the pressure to from 20 to millimeters and raising the temperature to from 180 to 190 C. After from 5 to- 7 hours heating a product is obtained which very closely resembles natural caoutchouc.

Ewample 6. Place in a suitable vessel the polymerize tion product obtainable by U shaking 100 parts of isoprene with 5 parts of sodium wire in a vessel in which the air has been replaced by carbon dioxid. Then heat the said polymerization product to from about 110 to 125 (3., while maintaining a pressure of from 20 to 30 millimeters and passing a current of ammonia through the mass. The product, which is at first insoluble in benzene, becomes, after about 4: to 5 hours,

soluble in benzene orit swells easily therein; after heating for several hours longer at from 170 to 190 C., a product is obtained finally which swells with diiiiculty in benzene and which -more resembles natural caoutchouc.

Example 7.

Place in a vessel provided with a cooled receiver the product obtainable by heating 100 parts of isoprene with 3 parts of carvene ozonid at 100 C. for about 14 days, and then, while passing ammonia, or nitrogen, at ordinary pressure, through the vessel, raise the oil-bath in about 4 hours to 185 C. and maintain for 3 hours at this temperature; A product is obtained which feels dry and can be worked up on the warm rollers to a smooth amber colored sheet.

In a similar manner, other synthetic products resembling or related to caoutchouc can be treated, for instance those obtainable from butadiene, or homologues thereof, by

polymerization with sodium at ordinary. temperature and either with, or without, the addltion of carbon dioxid, or the products obtained by autopol merization as described by Kondakofl' (J o wmal fair praktisclw Ohemz'e, 64, pp. 109-110).

If volatile products are given off upon heating, means must be adopted for their removal.

N ow what I claim is 1. The process of improving synthetic products resembling or related to caout-F ehouc by heating them in a dry state at a temperature above centigrade but be- 5 'low that at which decomposition takes place,

while avoiding as far as possible the presence of air, and allowing for the-removal of any volatile products given off and thereby causin an alteration in the structure of go the initia materials.

2. The process of improving synthetic products resembling or related to caoutchouc by heating them under reduced pressure at a temperature above 100 centigrade 35 but below that at whichdecomposition takes place',while avoiding as far as possible the presence of air, and allowing for the removal of any volatile 1products given off and thereby causing an a teration 1n the strue- 9o ture of the initial materials.

3. The process of improving synthetic products resembling or related to caout ehouc by heating them under reduced pressure in the presence of a suitable nitrogen 95 avoiding as far as possible the presence of air, and allowing for the removal of any volatile products given oil and thereby causing an alteration in the structure of the inltial materials.

In testimony whereof I havehereunto set my hand in the presence of two subscribing wltnesses.

P EDUARD MUNOH.

Witnesses:

J. Anne LLOYD, JOSEPH Prnrrrnn. 

